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Holiday Lettings
> North America
> United States
> Florida
> Florida Keys
> Villas and holiday rentals in Key West

Villas in Key West and Holiday rentals - Holiday Lettings - Holiday Rentals Key West

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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1 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home with golf nearby in Stock Island

Stock Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £412 / night

£2,880 - £3,840 / week

1 / 18

Great rentals within 20 miles that match your search

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Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

4 reviews

from £389 / night

£2,652 - £2,880 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Fireplace

41 reviews

from £256 / night

£1,792 / week

1 / 24

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

17 reviews

from £389 / night

£2,652 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

44 reviews

from £526 / night

£3,680 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

17 reviews

from £347 / night

£2,426 / week

1 / 17

Great rentals within 20 miles that match your search

Key West holiday apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Fireplace

38 reviews

from £371 / night

£2,592 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

5 reviews

from £1,645 / night

£11,513 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home rental

Key West house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

2 reviews

from £914 / night

£6,393 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Fireplace

6 reviews

from £914 / night

£6,393 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home letting

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Fireplace

3 reviews

from £1,188 / night

£8,313 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

102 reviews

from £255 / night

£1,587 - £1,861 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Key West

Key West villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

1 filter does not match: Fireplace

5 reviews

from £1,600 / night

£11,199 / week

1 / 28

Great rentals within 20 miles that match your search

Key West holiday townhouse rental

Key West townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

1 review

from £731 / night

£5,114 / week

1 / 19

Great rentals within 20 miles that match your search

Key West holiday condo rental

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

2 reviews

from £160 / night

£1,585 - £2,062 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £183 / night

£1,152 - £2,304 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Key West

Key West house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

1 review

from £392 / night

£2,743 - £4,023 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £727 / night

£5,088 / week

1 / 52

Great rentals within 20 miles that match your search

Key West holiday condo rental

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £727 / night

£5,088 / week

1 / 53

Great rentals within 20 miles that match your search

Condo rental in Key West with shared pool

Key West condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £270 / night

£1,600 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Stock Island

Stock Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £3,200 / night

£22,398 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo in Key West

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £777 / night

£5,440 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday condo rental

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £276 / night

£1,933 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday condo rental

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £522 / night

£3,654 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo rental

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £497 / night

£3,475 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £376 / night

£2,631 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Stock Island

Stock Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £419 / night

£2,931 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Stock Island

Stock Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £355 / night

£2,483 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £396 / night

£2,771 / week

1 / 29

Great rentals within 20 miles that match your search

Key West holiday apartment accommodation

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £595 / night

£4,114 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £1,143 / night

£8,000 / week

1 / 43

Great rentals within 20 miles that match your search

Apartment rental in Key West with shared pool

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

2 reviews

from £1,097 / night

£6,857 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £610 / night

£4,267 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £640 / night

£4,571 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

from £381 / night

£2,667 / week

1 / 36

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

1 review

from £915 / night

£5,486 / week

1 / 43

Great rentals within 20 miles that match your search

Key West holiday apartment rental

Key West apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £1,372 / night

£9,600 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday condo in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £686 / night

£4,571 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday condo in Stock Island

Stock Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £686 / night

£4,571 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment in Key West

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £1,097 / night

£7,314 / week

1 / 42

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